- 2009: Portrayed Mark Whitacre, the ADM executive turned whistleblower, in Steven Soderbergh's "The Informant"
- 2007: Re-teamed with the original cast for "Ocean's 13"
- 2007: Received a star on the Hollywood Walk of Fame
- 2007: Reprised role of Jason Bourne in "The Bourne Ultimatum"
- 2006: Cast as a criminal who has infiltrated the police department in Martin Scorsese's mob drama "The Departed"
- 2006: Executive produced "Feast" a horror film, which is a result of the third season of the Project Greenlight contest
- 2006: Portrayed CIA agent, Edward Wilson in Robert De Niro's long-anticipated "The Good Shepherd," which recounts the history of the CIA from World War II through its involvement in the Bay of Pigs
- 2005: Cast as an oil executive in the geopolitical thriller "Syriana," based on the real-life memoirs of CIA agent Robert Baer; produced by George Clooney
- 2005: Cast in Terry Gilliam's "The Brothers Grimm" opposite Heath Ledger
- 2004: Reprised role of Jason Bourne in "The Bourne Supremacy" based on the Robert Ludlum novel
- 2004: Returned with the original cast for "Ocean's Twelve" directed by Steven Soderbergh
- 2003: Co-Starred with Greg Kinnear in the comedy "Stuck on You," directed by Peter and Bobby Farrelly"
- 2002: Made rare TV acting appearance in a guest spot on the NBC sitcom "Will & Grace" playing a heterosexual who poses as a gay man to land a spot in a chorale group
- 2002: Had lead role of a spy with amnesia in "The Bourne Identity" based on the Robert Ludlum novel
- 2002: With Casey Affleck, co-wrote and co-starred in the Sundance-screened "Gerry"
- 2001: Appeared in the ensemble of "Ocean's Eleven"
- 2001: Was an executive producer (with Ben Affleck and others) and appeared in the HBO series "Project Greenlight" which followed the making of the film "Stolen Summer" (2002)
- 2000: LivePlanet sponsored Project Greenlight, an Internet screenwriting competition created in partnership with HBO and Miramax
- 2000: Portrayed a 1930s golfer in "The Legend of Bagger Vance," directed by Robert Redford
- 2000: Starred in the film version of "All the Pretty Horses," scripted and directed by Billy Bob Thornton
- 1999: Co-starred with Gwyneth Paltrow and Jude Law in "The Talented Mr Ripley," scripted and directed by Anthony Minghella
- 1999: Reteamed with Affleck to play a pair of renegade angels in Kevin Smith's "Dogma"
- 1998: Had titular role in Steven Spielberg's WWII drama "Saving Private Ryan"
- 1998: Played leading role of a reformed gambler in "Rounders"
- 1997: Had first leading role in features in "John Grisham's 'The Rainmaker,'" directed by Francis Ford Coppola
- 1997: Made cameo appearance in "Chasing Amy," starring Affleck and directed by Kevin Smith
- 1996: Sold script co-written with Ben Affleck, "Good Will Hunting"; Damon and Affleck co-starred in feature which was released in 1997; received Oscar for Best Original Screenplay; had also been nominated as Best Actor
- 1996: Had strong supporting role in "Courage Under Fire"
- 1995: Last TV acting role (to date) in the TNT movie "The Good Old Boys," directed by Tommy Lee Jones
- 1992: Played first prominent screen role in "School Ties," also featuring Affleck
- 1990: TV acting debut in the TV-movie, "Rising Son" (TNT)
- 1988: Made feature film debut in "Mystic Pizza"; had one line
- 1981: Met and became friends with Ben Affleck, who lived two blocks away (date approximate)
- Acted with the prestigious American Repertory Theatre in Cambridge and with various Harvard theatre groups
- Raised in Newton and Cambridge, Massachusetts
- Lived in a commune-like house in Cambridge with his mother and older brother
- Formed LivePlanet with Affleck and producers Sean Bailey and Chris Moore
- With Ben Affleck, formed Pearl Street Productions
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